CHCH CH-CH₂ H-CI CH₂ CH CH CH₂ + CI I CH₂CH=CH-CH₂ CI II At 0°C, the following product composition is observed: product I (71%), product II (29%). At 42°C, the following product composition is observed: product I (15%), product II (85%). ANSWER THE FOLLOWING QUESTION: Why does the addition product I predominate at the lower temperature (0°C)? At lower temperature, the reaction is kinetically controlled: product I forms faster, so product I predominates. O Product I predominates at lower temperature because it has more i electron delocalization than product II. Product I is less sterically hindered, so it predominates. At lower temperature, the reaction is equilibrium controlled: product I is more stable than product II, so product I predominates. ↑
CHCH CH-CH₂ H-CI CH₂ CH CH CH₂ + CI I CH₂CH=CH-CH₂ CI II At 0°C, the following product composition is observed: product I (71%), product II (29%). At 42°C, the following product composition is observed: product I (15%), product II (85%). ANSWER THE FOLLOWING QUESTION: Why does the addition product I predominate at the lower temperature (0°C)? At lower temperature, the reaction is kinetically controlled: product I forms faster, so product I predominates. O Product I predominates at lower temperature because it has more i electron delocalization than product II. Product I is less sterically hindered, so it predominates. At lower temperature, the reaction is equilibrium controlled: product I is more stable than product II, so product I predominates. ↑
Chapter10: Organohalides
Section10.SE: Something Extra
Problem 45AP
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The reaction of 1,3-butadiene with HCl produces two addition products. (See below)
The relative amounts of the products that form is strongly temperature dependent. Here are the results:
At 0oC, the following product composition is observed: product I (71%), product II (29%).
At 42oC, the following product composition is observed: product I (15%), product II (85%).
ANSWER THE FOLLOWING QUESTION: Why does the addition product I predominate at the lower temperature (0oC)?
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